3-ethyl-1-(naphthalen-1-yl)-4-thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one | 1331961-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-ethyl-1-(naphthalen-1-yl)-4-thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one
• 英文别名: 3-Ethyl-1-naphthalen-1-yl-4-sulfanylidenepyrido[2,3-d]pyrimidin-2-one；3-ethyl-1-naphthalen-1-yl-4-sulfanylidenepyrido[2,3-d]pyrimidin-2-one
• CAS: 1331961-49-9
• 化学式: C₁₉H₁₅N₃OS
• 分子量: 333.414
• InChiKey: BTOFGFVZAGXGBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯吡啶 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.67h， 生成 3-ethyl-1-(naphthalen-1-yl)-4-thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-one
  参考文献：
  名称：

  A Convenient Synthesis of 1,3-Disubstituted 4-Thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-ones and 4-Thioxo-3,4-dihydropyrido[4,3-d]pyimidin-2(1H)-ones

  摘要：

  The reaction of 2-chloro-3-lithiopyridine with alkyl isothiocyanates gave the corresponding N-alkyl-2-chloropyridine-3-thiocarboxamides, which in turn were allowed to react with aryl isocyanates in the presence of sodium hydride as a base to give 3-alkyl-1-aryl-4-thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-ones. A similar sequence starting from 4-chloro-3-lithiopyridine and ethyl isothiocyanate gave 1-aryl-3-ethyl-4-thioxo-3,4-dihydropyrido[4,3-d]pyrimidin-2(1H)-ones, via 4-chloro-N-ethylpyridine-3-thiocarboxamide.

  DOI：

  10.3987/com-11-12227

文献信息

• A Convenient Synthesis of 1,3-Disubstituted 4-Thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-ones and 4-Thioxo-3,4-dihydropyrido[4,3-d]pyimidin-2(1H)-ones
  作者：Kazuhiro Kobayashi、Toshihide Komatsu、Yuki Yokoi、Hisatoshi Konishi

  DOI：10.3987/com-11-12227

  日期：——

  The reaction of 2-chloro-3-lithiopyridine with alkyl isothiocyanates gave the corresponding N-alkyl-2-chloropyridine-3-thiocarboxamides, which in turn were allowed to react with aryl isocyanates in the presence of sodium hydride as a base to give 3-alkyl-1-aryl-4-thioxo-3,4-dihydropyrido[2,3-d]pyrimidin-2(1H)-ones. A similar sequence starting from 4-chloro-3-lithiopyridine and ethyl isothiocyanate gave 1-aryl-3-ethyl-4-thioxo-3,4-dihydropyrido[4,3-d]pyrimidin-2(1H)-ones, via 4-chloro-N-ethylpyridine-3-thiocarboxamide.